Benzenepropanoyl chloride → ethyl (2E)-3-{4-[(4-dec-1-ynylbenzyl)(3-phenylpropanoyl)-amino]phenyl}acrylate

HRID 733537Notes

Reaction equation

[C:1]([C:11]1[CH:31]=[CH:30][C:14]([CH2:15][NH:16][C:17]2[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:32]1([CH2:38][CH2:39][C:40](Cl)=[O:41])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[C:1]([C:11]1[CH:31]=[CH:30][C:14]([CH2:15][N:16]([C:40](=[O:41])[CH2:39][CH2:38][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:17]2[CH:18]=[CH:19][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

Reactant 2

HCID 64801Benzenepropanoyl chloride

HCID 11200896ethyl (2E)-3-{4-[(4-dec-1-ynylbenzyl)amino)phenyl}acrylate

Product 1

HCID 86612441ethyl (2E)-3-{4-[(4-dec-1-ynylbenzyl)(3-phenylpropanoyl)-amino]phenyl}acrylate

Procedure

The title compound was prepared following the procedure E using of ethyl (2E)-3-{4-[(4-dec-1-ynylbenzyl)amino]phenyl}acrylate and 3-phenylpropanoyl chloride (58%). M+ (ESI): 560.6. HPLC, Rt: 6.4 min (purity: 98.7%).

Sources & evidence

ORD record: ord-157d556a67a3415cb4c22b39522c5f6b
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07589232B2

Reaction notes

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